Toluene → HCID 135457320、化合物

HRID 1244385

反応式

HRID 1244385 の反応式
Cl[C:2]1[N:7]=[C:6]([NH:8][C@@H:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH3:10])[CH:5]=[N:4][CH:3]=1.CC1(C)C(C)(C)OB([C:25]2[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=2)O1.C1(C)C=CC=CC=1.[C:40](=O)([O-])[O-:41].[Na+].[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(OCC)(=O)C>[CH3:40][O:41][C:27]1[CH:26]=[C:25]([C:2]2[CH:3]=[N:4][CH:5]=[C:6]([NH:8][C@@H:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH3:10])[N:7]=2)[CH:30]=[CH:29][C:28]=1[OH:31]

参加物

7

反応物 4

HCID 1140TolueneHCID 10340Sodium CarbonateHCID 27346244-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 587170826-chloro-N-[(1R)-1-phenylethyl]pyrazin-2-amine

生成物 1

HCID 135457320HCID 135457320、化合物

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 8857Ethyl Acetate溶媒

実験手順

Under a nitrogen atmosphere a mixture of 6-chloro-N-[(1R)-1-phenylethyl]pyrazin-2-amine (0.611 g, 2.61 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (0.785 g, 3.14 mmol), tetrakis(triphenylphosphine)palladium(0) (0.30 g, 0.26 mmol) and toluene (3 mL) was treated with 2M aqueous sodium carbonate solution (1.6 mL, 2.6 mmol). The resulting mixture was stirred vigorously whilst being heated under reflux for 24 hours. Once cool ethyl acetate was added and the mixture dried (MgSO4) and filtered. Removal of solvent in vacuo then yielded crude product, which was purified by column chromatography using dichloromethane:diethyl ether (99:1→90:10) as eluent: (0.619 g, 74%).

後処理

  1. temperaturewhilst being heated
  2. temperatureunder reflux for 24 hours
  3. dry with materialthe mixture dried (MgSO4)
  4. filtrationfiltered
  5. customRemoval of solvent in vacuo
  6. customthen yielded crude product, which
  7. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-006e61b1256241248bb734e69d9c0492
出典データセット
uspto-grants-2006_10
特許番号
US07122550B2

関連ノート

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